System Administrator; Retail POS

Job Title

System Administrator (Retail POS Support)

8 Months

Mechanicsville, VA

POS Software rollout to 400 stores (1000+ registers) across the state of VA. Working in a fast-paced, collaborative environment supporting a diverse portfolio of in-store technologies, integrated platforms, and retail systems. Responsible for maintaining the health, stability, and performance of the Retail environment. Implementing system upgrades, managing hardware and software configurations, supporting integrations with third‑party tools, and troubleshooting complex issues affecting store operations.

Involve direct collaboration with cross‑functional teams, including store operations, IT infrastructure, network teams, and external vendors. Assignments may include supporting the rollout of new POS features, system enhancements, deployment of new store technologies, and providing hands‑on support for break/fix scenarios. Timely incident resolution and root cause analysis will be a critical part of your responsibilities.

• Responsible for daily checks of supported systems and software, ensuring the systems are getting backed up properly, applying operating system updates, and configuration changes.
• Responsible for installing and configuring new hardware and software on supported systems.
• Responsible for documenting the configuration of supported systems.
• Responsible for the security and compliance of supported systems.
• Responsible for adding/deleting/creating/modifying user account information, resetting passwords, etc. on supported systems.
• Answers technical queries about and troubleshoots any reported problems with supported systems.
• Utilize Power Shell scripting to automate administrative tasks, streamline system configurations, and improve operational efficiency across Windows‑based environments.

• Interface directly with users to resolve communications issues with Virginia ABC Registers, Licensee Workstations, and Servers.
• Utilize administrative tools to help assist users with software issues.
• Implement security procedures and tools to ensure rigorous security measures are in place.
• Interface indirectly with third‑party vendors to replace failed hardware after thorough troubleshooting.
• Ensure that Client Services processes and procedures are followed, and resolutions are thoroughly documented.
• Perform follow‑up calls and/or email to clients to ensure excellent customer service.
• Configure the operating system settings and POS software settings for the registers, licensee workstations, and servers in the retail environment.

• Responsible for the configuration, administration and support of the software that runs the retail environment (GKOmniPOS).
• Responsible for configuration, administration, and support of the retail environment wireless infrastructure.
• Responsible for the configuration, administration and support of the retail infrastructure Active Directory Domain and Certificate Services (Windows Server 2019).
• Ability to work with vendors in the event of new application builds being available.
• Identify potential risk within the current environment and work with vendors and other lines of business to remediate.

• 5+ years of experience with Power Shell.
• 5+ years of experience with scripting.
• 5+ years of experience with Windows 10 Administration, Configuration, and Patching.
• 3+ years of experience with Networking.
• 6 months experience with SaaS background.
• 6 months experience with POS (Point of Service).

Mid‑Senior level

Contract

Information Technology

IT Services and IT Consulting